2-(1,3-Dioxolan-2-yl)-6-methylpyridine

Base Information

• Chemical Name: 2-(1,3-Dioxolan-2-yl)-6-methylpyridine
• CAS No.: 92765-75-8
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.192
• Hs Code.: 2932999099
• European Community (EC) Number: 623-057-9
• DSSTox Substance ID: DTXSID40370198
• Wikidata: Q82157491
• Mol file: 92765-75-8.mol

Synonyms:2-(1,3-dioxolan-2-yl)-6-methylpyridine;92765-75-8;2-(1,3,-Dioxolan-2-yl)-6-methylpyridine;MFCD03701315;SCHEMBL1854614;DTXSID40370198;BRLNLMMLCNZBNP-UHFFFAOYSA-N;GEO-01127;AKOS005258269;GS-0599;FT-0691182;2-(1,3,-Dioxolan-2-yl)-6-methylpyridine, 95%;W-200526

Chemical Property of 2-(1,3-Dioxolan-2-yl)-6-methylpyridine

Chemical Property:

• Vapor Pressure: 0.0139mmHg at 25°C
• Melting Point: 124-126 °C(lit.)
• Refractive Index: n20/D 1.5220(lit.)
• Boiling Point: 218 °C(lit.)
• Flash Point: 218 °F
• PSA: 31.35000
• Density: 1.132 g/mL at 25ºC(lit.)
• LogP: 1.43540
• Storage Temp.: Refrigerator (+4°C)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

98%Min ^*data from raw suppliers

2-(1,3,-Dioxolan-2-yl)-6-methylpyridine 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CC=C1)C2OCCO2

Technology Process of 2-(1,3-Dioxolan-2-yl)-6-methylpyridine

There total 4 articles about 2-(1,3-Dioxolan-2-yl)-6-methylpyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

6-methyl-2-pyridinecarboxaldehyde (1122-72-1) + ethylene glycol (107-21-1) → 2-(1,3-dioxolan-2-yl)-6-methylpyridine (92765-75-8)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 48h; Heating;

DOI:10.1080/00397919208055413

Reference yield: 41.0%

2-(1,3-dioxolane-2-yl)pyridine-N-oxide + 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane (78782-17-9) → 2-(1,3-dioxolan-2-yl)-6-methylpyridine (92765-75-8)

Guidance literature:

With sodium methylate; In toluene; at 80 ℃; for 3h; regioselective reaction;

DOI:10.1002/anie.201603329

Reference yield: 18.0%

1,3-DIOXOLANE (646-06-0) + α-picoline (109-06-8) → 2-(1,3-dioxolan-2-yl)-6-methylpyridine (92765-75-8) + 2-(1,3-dioxolan-4-yl)-6-methylpyridine

Guidance literature:

With di-tert-butyl peroxide; yttrium(III) trifluoromethanesulfonate; at 120 ℃; for 24h; Sealed tube;

DOI:10.1021/acs.orglett.9b02763

upstream raw materials:

6-methyl-2-pyridinecarboxaldehyde

ethylene glycol

4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane

1,3-DIOXOLANE

Downstream raw materials:

6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridine-2-carbaldehyde

N-({6-[(hydroxyimino)methyl]pyridin-2-yl}methoxy)-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine

{6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}methanol

N-{[6-(1,3-dioxolan-2-yl)pyridin-2-yl]methoxy}-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine